Control of reactive site in palladium-catalyzed Grignard cross-coupling of arenes containing both bromide and triflate

T Kamikawa, T Hayashi

Index: Kamikawa, Takashi; Hayashi, Tamio Tetrahedron Letters, 1997 , vol. 38, # 40 p. 7087 - 7090

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Citation Number: 55

Abstract

Reaction of 4-bromophenyl triflate (1) with phenylmagnesium bromide in the presence of 5 mol% of PdCl2 (dppp) gave 97% yield of 4-bromobiphenyl (2a), which was formed by selective replacement of triflate in 1 by phenyl. On the hand, bromide in 1 was substituted with the phenyl Grignard reagent selectively by use of PdCl2 (meo-mop) 2 to give 4-biphenyl triflate (3a) in high yield. The selective substitution was demonstrated to take place at the ...